Poly[bis-[μ-1,4-bis-(imidazol-1-ylmeth-yl)benzene]-dichloridomanganese(II)].

In the crystal structure of the title compound, [MnCl(2)(C(14)H(14)N(4))(2)](n), the Mn(II) atom, lying on an inversion center, is coordinated by four N atoms from four 1,4-bis-(imidazol-1-ylmeth-yl)benzene (bimb) ligands and two Cl(-) anions in a distorted octa-hedral geometry. The bimb ligands bridge the Mn(II) atoms, forming a two-dimensional polymeric complex, which is composed of a 52-membered [Mn(4)(bimb)(4)] ring with distances of 7.7812 (2) and 27.4731 (9) Å between opposite metal atoms. Weak C-H⋯π inter-actions are present in the crystal structure.

Related literature

For the background to the network topologies and applications of coordination polymers, see: Maspoch et al. (2007 ▶); Ockwig et al. (2005 ▶); Zang et al. (2006 ▶); Zhang et al. (2009 ▶). For related syntheses and structures of compounds with a bimb ligand, see: Hoskins et al. (1997 ▶).

Experimental

Crystal data

[MnCl2(C14H14N4)2]

M = 602.42

Monoclinic,

a = 7.7812 (2) Å

b = 12.7910 (3) Å

c = 14.2575 (4) Å

β = 105.539 (3)°

V = 1367.17 (6) Å3

Z = 2

Mo Kα radiation

μ = 0.71 mm−1

T = 296 K

0.21 × 0.20 × 0.19 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.865, T max = 0.877

3921 measured reflections

2367 independent reflections

2102 reflections with I > 2σ(I)

R int = 0.015

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.093

S = 1.04

2367 reflections

178 parameters

H-atom parameters constrained

Δρmax = 0.24 e Å−3

Δρmin = −0.25 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Brandenburg, 2010 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811029485/xu5253sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811029485/xu5253Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[MnCl2(C14H14N4)2]	F(000) = 622
Mr = 602.42	Dx = 1.463 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2678 reflections
a = 7.7812 (2) Å	θ = 3.0–25.1°
b = 12.7910 (3) Å	µ = 0.71 mm−1
c = 14.2575 (4) Å	T = 296 K
β = 105.539 (3)°	Block, yellow
V = 1367.17 (6) Å3	0.21 × 0.20 × 0.19 mm
Z = 2

Bruker SMART APEXII CCD area-detector diffractometer	2367 independent reflections
Radiation source: fine-focus sealed tube	2102 reflections with I > 2σ(I)
graphite	Rint = 0.015
ω scans	θmax = 25.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −9→9
Tmin = 0.865, Tmax = 0.877	k = −7→15
3921 measured reflections	l = −16→10

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.093	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.069P)2] where P = (Fo2 + 2Fc2)/3
2367 reflections	(Δ/σ)max < 0.001
178 parameters	Δρmax = 0.24 e Å−3
0 restraints	Δρmin = −0.25 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Mn1	0.0000	0.0000	0.0000	0.02539 (15)
N1	−0.0491 (2)	−0.09844 (11)	0.12272 (9)	0.0311 (3)
N2	−0.1216 (2)	−0.12917 (11)	0.25951 (10)	0.0313 (4)
N3	0.21756 (19)	0.07932 (11)	0.11619 (9)	0.0305 (3)
N4	0.3569 (2)	0.14248 (11)	0.26047 (10)	0.0314 (4)
Cl1	−0.22693 (6)	0.13438 (3)	0.02653 (3)	0.03544 (16)
C1	0.0739 (2)	−0.16467 (14)	0.18007 (12)	0.0330 (4)
H1	0.1721	−0.1924	0.1632	0.040*
C2	0.0323 (3)	−0.18392 (14)	0.26455 (12)	0.0332 (4)
H2	0.0952	−0.2257	0.3157	0.040*
C3	−0.1654 (2)	−0.07860 (14)	0.17360 (11)	0.0314 (4)
H3	−0.2644	−0.0354	0.1526	0.038*
C4	−0.2131 (3)	−0.11906 (15)	0.33668 (13)	0.0408 (5)
H4A	−0.2361	−0.1881	0.3587	0.049*
H4B	−0.3269	−0.0846	0.3107	0.049*
C5	−0.1034 (2)	−0.05720 (14)	0.42203 (12)	0.0315 (4)
C6	−0.0835 (3)	0.04960 (15)	0.41478 (12)	0.0377 (4)
H6	−0.1397	0.0835	0.3570	0.045*
C7	0.0182 (3)	0.10667 (15)	0.49176 (12)	0.0382 (5)
H7	0.0296	0.1786	0.4858	0.046*
C8	0.3906 (3)	0.10316 (15)	0.11778 (13)	0.0379 (4)
H8	0.4403	0.0942	0.0658	0.046*
C9	0.4773 (3)	0.14128 (15)	0.20553 (13)	0.0407 (5)
H9	0.5958	0.1627	0.2252	0.049*
C10	0.2038 (2)	0.10424 (13)	0.20375 (12)	0.0307 (4)
H10	0.1002	0.0962	0.2237	0.037*
C11	0.3886 (3)	0.17165 (15)	0.36308 (12)	0.0385 (5)
H11A	0.2796	0.2005	0.3731	0.046*
H11B	0.4790	0.2259	0.3784	0.046*
C12	0.4485 (2)	0.08073 (13)	0.43225 (11)	0.0287 (4)
C13	0.5545 (3)	0.10091 (14)	0.52584 (12)	0.0344 (4)
H13	0.5921	0.1688	0.5437	0.041*
C14	0.3964 (3)	−0.02103 (14)	0.40819 (12)	0.0347 (4)
H14	0.3263	−0.0358	0.3458	0.042*

	U11	U22	U33	U12	U13	U23
Mn1	0.0305 (2)	0.0259 (2)	0.0201 (2)	0.00112 (14)	0.00755 (16)	0.00075 (13)
N1	0.0381 (8)	0.0307 (8)	0.0249 (7)	−0.0003 (7)	0.0091 (6)	0.0020 (6)
N2	0.0398 (9)	0.0327 (8)	0.0225 (7)	−0.0088 (7)	0.0107 (6)	−0.0040 (6)
N3	0.0309 (8)	0.0342 (8)	0.0262 (7)	0.0028 (6)	0.0072 (6)	0.0002 (6)
N4	0.0355 (9)	0.0307 (8)	0.0246 (7)	0.0000 (6)	0.0019 (6)	0.0038 (6)
Cl1	0.0383 (3)	0.0308 (3)	0.0415 (3)	0.00726 (19)	0.0182 (2)	−0.00047 (18)
C1	0.0372 (10)	0.0295 (9)	0.0317 (9)	0.0010 (8)	0.0083 (8)	−0.0001 (7)
C2	0.0402 (10)	0.0321 (9)	0.0249 (8)	−0.0034 (8)	0.0045 (7)	0.0022 (7)
C3	0.0382 (10)	0.0319 (9)	0.0248 (8)	−0.0013 (8)	0.0097 (7)	−0.0006 (7)
C4	0.0500 (12)	0.0496 (12)	0.0279 (9)	−0.0173 (9)	0.0196 (9)	−0.0101 (8)
C5	0.0376 (10)	0.0340 (9)	0.0257 (8)	−0.0051 (8)	0.0136 (8)	−0.0053 (7)
C6	0.0496 (12)	0.0369 (10)	0.0243 (8)	0.0018 (9)	0.0061 (8)	0.0065 (8)
C7	0.0590 (13)	0.0260 (9)	0.0327 (10)	−0.0029 (9)	0.0175 (9)	0.0003 (7)
C8	0.0360 (11)	0.0464 (11)	0.0329 (10)	0.0021 (9)	0.0119 (8)	0.0010 (8)
C9	0.0305 (10)	0.0439 (11)	0.0443 (11)	−0.0025 (9)	0.0043 (9)	0.0059 (9)
C10	0.0310 (9)	0.0322 (9)	0.0281 (9)	−0.0011 (8)	0.0064 (7)	0.0012 (7)
C11	0.0523 (12)	0.0309 (10)	0.0262 (9)	−0.0010 (9)	0.0000 (8)	−0.0019 (8)
C12	0.0309 (9)	0.0292 (9)	0.0239 (8)	−0.0021 (7)	0.0035 (7)	−0.0009 (7)
C13	0.0425 (10)	0.0264 (9)	0.0292 (9)	−0.0078 (8)	0.0011 (8)	−0.0032 (7)
C14	0.0403 (11)	0.0346 (10)	0.0218 (8)	−0.0039 (8)	−0.0044 (8)	−0.0024 (7)

Mn1—N1i	2.2695 (13)	C4—H4A	0.9700
Mn1—N1	2.2695 (13)	C4—H4B	0.9700
Mn1—N3i	2.2665 (14)	C5—C6	1.382 (3)
Mn1—N3	2.2665 (14)	C5—C7ii	1.384 (2)
Mn1—Cl1i	2.5639 (4)	C6—C7	1.378 (3)
Mn1—Cl1	2.5639 (4)	C6—H6	0.9300
N1—C3	1.327 (2)	C7—C5ii	1.384 (2)
N1—C1	1.373 (2)	C7—H7	0.9300
N2—C3	1.346 (2)	C8—C9	1.344 (3)
N2—C2	1.373 (2)	C8—H8	0.9300
N2—C4	1.468 (2)	C9—H9	0.9300
N3—C10	1.320 (2)	C10—H10	0.9300
N3—C8	1.375 (2)	C11—C12	1.515 (2)
N4—C10	1.340 (2)	C11—H11A	0.9700
N4—C9	1.373 (2)	C11—H11B	0.9700
N4—C11	1.465 (2)	C12—C14	1.379 (2)
C1—C2	1.351 (2)	C12—C13	1.392 (2)
C1—H1	0.9300	C13—C14iii	1.372 (2)
C2—H2	0.9300	C13—H13	0.9300
C3—H3	0.9300	C14—C13iii	1.372 (2)
C4—C5	1.509 (2)	C14—H14	0.9300
N3i—Mn1—N3	180.00 (12)	C5—C4—H4A	109.3
N3i—Mn1—N1i	86.10 (5)	N2—C4—H4B	109.3
N3—Mn1—N1i	93.90 (5)	C5—C4—H4B	109.3
N3i—Mn1—N1	93.90 (5)	H4A—C4—H4B	108.0
N3—Mn1—N1	86.10 (5)	C6—C5—C7ii	118.81 (15)
N1i—Mn1—N1	180.00 (10)	C6—C5—C4	120.56 (16)
N3i—Mn1—Cl1i	90.07 (4)	C7ii—C5—C4	120.62 (16)
N3—Mn1—Cl1i	89.93 (4)	C7—C6—C5	121.07 (16)
N1i—Mn1—Cl1i	89.62 (4)	C7—C6—H6	119.5
N1—Mn1—Cl1i	90.38 (4)	C5—C6—H6	119.5
N3i—Mn1—Cl1	89.93 (4)	C6—C7—C5ii	120.11 (18)
N3—Mn1—Cl1	90.07 (4)	C6—C7—H7	119.9
N1i—Mn1—Cl1	90.38 (4)	C5ii—C7—H7	119.9
N1—Mn1—Cl1	89.62 (4)	C9—C8—N3	109.95 (16)
Cl1i—Mn1—Cl1	180.00 (2)	C9—C8—H8	125.0
C3—N1—C1	105.16 (14)	N3—C8—H8	125.0
C3—N1—Mn1	126.56 (12)	C8—C9—N4	106.61 (16)
C1—N1—Mn1	124.54 (12)	C8—C9—H9	126.7
C3—N2—C2	107.31 (15)	N4—C9—H9	126.7
C3—N2—C4	125.77 (16)	N3—C10—N4	112.02 (16)
C2—N2—C4	126.68 (15)	N3—C10—H10	124.0
C10—N3—C8	104.94 (15)	N4—C10—H10	124.0
C10—N3—Mn1	124.43 (12)	N4—C11—C12	113.24 (15)
C8—N3—Mn1	130.38 (11)	N4—C11—H11A	108.9
C10—N4—C9	106.47 (14)	C12—C11—H11A	108.9
C10—N4—C11	125.48 (16)	N4—C11—H11B	108.9
C9—N4—C11	127.90 (16)	C12—C11—H11B	108.9
C2—C1—N1	110.37 (17)	H11A—C11—H11B	107.7
C2—C1—H1	124.8	C14—C12—C13	118.21 (15)
N1—C1—H1	124.8	C14—C12—C11	122.95 (15)
C1—C2—N2	105.93 (15)	C13—C12—C11	118.78 (15)
C1—C2—H2	127.0	C14iii—C13—C12	120.25 (16)
N2—C2—H2	127.0	C14iii—C13—H13	119.9
N1—C3—N2	111.22 (16)	C12—C13—H13	119.9
N1—C3—H3	124.4	C13iii—C14—C12	121.54 (15)
N2—C3—H3	124.4	C13iii—C14—H14	119.2
N2—C4—C5	111.57 (15)	C12—C14—H14	119.2
N2—C4—H4A	109.3
N3i—Mn1—N1—C3	−87.09 (14)	C3—N2—C4—C5	−106.8 (2)
N3—Mn1—N1—C3	92.91 (14)	C2—N2—C4—C5	67.0 (2)
Cl1i—Mn1—N1—C3	−177.19 (14)	N2—C4—C5—C6	72.4 (2)
Cl1—Mn1—N1—C3	2.81 (14)	N2—C4—C5—C7ii	−106.34 (19)
N3i—Mn1—N1—C1	118.00 (13)	C7ii—C5—C6—C7	−0.4 (3)
N3—Mn1—N1—C1	−62.00 (13)	C4—C5—C6—C7	−179.12 (18)
Cl1i—Mn1—N1—C1	27.91 (13)	C5—C6—C7—C5ii	0.4 (3)
Cl1—Mn1—N1—C1	−152.09 (13)	C10—N3—C8—C9	0.2 (2)
N1i—Mn1—N3—C10	139.92 (14)	Mn1—N3—C8—C9	−174.10 (13)
N1—Mn1—N3—C10	−40.08 (14)	N3—C8—C9—N4	−0.5 (2)
Cl1i—Mn1—N3—C10	−130.47 (14)	C10—N4—C9—C8	0.5 (2)
Cl1—Mn1—N3—C10	49.53 (14)	C11—N4—C9—C8	176.26 (17)
N1i—Mn1—N3—C8	−46.74 (16)	C8—N3—C10—N4	0.1 (2)
N1—Mn1—N3—C8	133.26 (16)	Mn1—N3—C10—N4	174.89 (11)
Cl1i—Mn1—N3—C8	42.87 (15)	C9—N4—C10—N3	−0.4 (2)
Cl1—Mn1—N3—C8	−137.13 (15)	C11—N4—C10—N3	−176.28 (15)
C3—N1—C1—C2	−0.28 (19)	C10—N4—C11—C12	86.3 (2)
Mn1—N1—C1—C2	159.05 (12)	C9—N4—C11—C12	−88.6 (2)
N1—C1—C2—N2	0.6 (2)	N4—C11—C12—C14	−30.7 (2)
C3—N2—C2—C1	−0.67 (19)	N4—C11—C12—C13	152.19 (17)
C4—N2—C2—C1	−175.37 (15)	C14—C12—C13—C14iii	−0.5 (3)
C1—N1—C3—N2	−0.16 (19)	C11—C12—C13—C14iii	176.75 (18)
Mn1—N1—C3—N2	−158.94 (11)	C13—C12—C14—C13iii	0.5 (3)
C2—N2—C3—N1	0.53 (19)	C11—C12—C14—C13iii	−176.62 (19)
C4—N2—C3—N1	175.29 (15)

Cg is the centroid of the N3,N4,C8–C10 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4A···Cgiv	0.97	2.65	3.522 (2)	150

Table 1

Selected bond lengths (Å)

Mn1—N1	2.2695 (13)
Mn1—N3	2.2665 (14)
Mn1—Cl1	2.5639 (4)

Table 2

Hydrogen-bond geometry (Å, °)

Cg is the centroid of the N3,N4,C8–C10 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4A⋯Cgi	0.97	2.65	3.522 (2)	150

Symmetry code: (i) .